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Search results; 359 homes in Winchendon

Superhost
Home in Rindge
Pine and Pond Retreat
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
New place to stay
Superhost
Home in Winchendon
Waterfront home 2 bedrooms withdeck beach and dock
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.79 out of 5 average rating, 361 reviews
Top guest favourite
Place to stay in Winchendon
Enjoy your stay in an Antique Home in a Toy Museum
3 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.93 out of 5 average rating, 103 reviews
Apartment in Winchendon
Private 1st Floor Apt @ Winchendon Center Town
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.61 out of 5 average rating, 62 reviews
Guest favourite
Home in Winchendon
Modern Waterfront Gem w/ Dock on Lake Monomonac
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 31 reviews
Guest favourite
Cabin in Winchendon
The little house on Mirror Pond
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 134 reviews
Guest favourite
Home in Winchendon
Fully Renovated Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Ashburnham
Tranquil Family Friendly Lakefront Retreat
4 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
4.62 out of 5 average rating, 146 reviews
Guest favourite
Home in Rindge
Lakefront Mid-Century Cottage with Sandy Beach
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Rindge
Wake Up on the Water | Private Beach & Dock
3 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 57 reviews
Guest favourite
Home in Winchendon
Lake Monomonac Cottage with Private Beach & Dock
1 bedroom, 1 queen bed, 1 bathroom
19–26 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Ashburnham
Escape to the Lake!
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
5 bedrooms, 7 beds, 4 bathrooms
12–17 Mar
4.89 out of 5 average rating, 54 reviews
Top guest favourite
Home in Rindge
The Crowcroft House
2 bedrooms, 2 king beds, 2 bathrooms
25–30 Sept
4.98 out of 5 average rating, 109 reviews
Home in Ashburnham
Walk to Cushing Academy | Sleeps 10
4 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
New place to stay
Guest favourite
Cabin in Rindge
Cabin & Sauna on Lake Monomonac
1 bedroom, 3 beds, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Home in Ashburnham
The Nutty Bird Lakehouse
2 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Bed and breakfast in Rindge
Rindge Glass Flower Rm 2: Pvt Room&Bath Queen Bed
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 98 reviews